79 Upcoming 5K Races Near Pleasant Valley, NY

Most popular races in New York →

Sat, Nov 72 races

Folds of Honor Bethel Veteran's Day 5K logo

Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

5K
View details for race Folds of Honor Bethel Veteran's Day 5K
The 26th Annual Ed McGuire Memorial Cannonball Run logo

The 26th Annual Ed McGuire Memorial Cannonball Run

Falls Village, CT

5K
View details for race The 26th Annual Ed McGuire Memorial Cannonball Run
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Sun, Nov 83 races

Coach Mike Slinskey Memorial 5k logo

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

5K
1 Mile
Trail
View details for race Coach Mike Slinskey Memorial 5k
Beautiful People 8th Annual Fun Run, Walk & Roll logo

Beautiful People 8th Annual Fun Run, Walk & Roll

Warwick, NY

5K
1 Mile
View details for race Beautiful People 8th Annual Fun Run, Walk & Roll

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Diane Burr Memorial 5K Flag Run/Walk logo

Diane Burr Memorial 5K Flag Run/Walk

Thomaston, CT

5K
View details for race Diane Burr Memorial 5K Flag Run/Walk

Wed, Nov 112 races

5th Annual Honor Our Veterans 5k/Health Walk logo

5th Annual Honor Our Veterans 5k/Health Walk

Westport, CT

5K
View details for race 5th Annual Honor Our Veterans 5k/Health Walk

JV Mall Veterans Day 5k

Yorktown Heights, NY

5K
View details for race JV Mall Veterans Day 5k

Sat, Nov 143 races

Hudson Valley Hawks 4th Annual Holiday Kick-Off 5k logo

Hudson Valley Hawks 4th Annual Holiday Kick-Off 5k

Washingtonville, NY

5K
View details for race Hudson Valley Hawks 4th Annual Holiday Kick-Off 5k
Town of Newburgh Post to Post Run to Support Veterans logo

Town of Newburgh Post to Post Run to Support Ve...

Newburgh, NY

5K
View details for race Town of Newburgh Post to Post Run to Support Veterans
2026 Turkey Trot logo

2026 Turkey Trot

Suffern, NY

5K
View details for race 2026 Turkey Trot

Sat, Nov 212 races

Sargent Elementary 5K Turkey Trot logo

Sargent Elementary 5K Turkey Trot

Beacon, NY

5K
1 Mile
Trail
View details for race Sargent Elementary 5K Turkey Trot
Run for Max logo

Run for Max

Danbury, CT

5K
View details for race Run for Max

Sun, Nov 226 races

Run for the Turkeys 5K Road Race logo

Run for the Turkeys 5K Road Race

New Fairfield, CT

5K
View details for race Run for the Turkeys 5K Road Race

Head for the Hilltop 5K + Kids Fun Run

Yorktown Heights, NY

5K
Trail
View details for race Head for the Hilltop 5K + Kids Fun Run
Stride for the Knights 5K logo

Stride for the Knights 5K

Southington, CT

5K
Trail
Fast
View details for race Stride for the Knights 5K
Trudy Dunbar Memorial 5K Turkey Trot & 1 Mile Gobbler Trot logo

Trudy Dunbar Memorial 5K Turkey Trot & 1 Mile G...

Tarrytown, NY

1 Mile
5K
View details for race Trudy Dunbar Memorial 5K Turkey Trot & 1 Mile Gobbler Trot
New Canaan Turkey Trot logo

New Canaan Turkey Trot

New Canaan, CT

5K
View details for race New Canaan Turkey Trot

Thu, Nov 2616 races

15th Annual O'BRiley 5K Turkey Trot AT 9AM logo

15th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

5K
View details for race 15th Annual O'BRiley 5K Turkey Trot AT 9AM
Wallkill East Rotary Turkey Trot - 2026 logo

Wallkill East Rotary Turkey Trot - 2026

Middletown, NY

5K
View details for race Wallkill East Rotary Turkey Trot - 2026
Bethel Turkey Trot logo

Bethel Turkey Trot

Bethel, CT

5K
View details for race Bethel Turkey Trot
Newtown Turkey Trot logo

Newtown Turkey Trot

Newtown, CT

5K
View details for race Newtown Turkey Trot
Rowayton Turkey Trot logo

Rowayton Turkey Trot

Norwalk, CT

5K
1 Mile
View details for race Rowayton Turkey Trot
The Joyce Allen Great Turkey Escape logo

The Joyce Allen Great Turkey Escape

Redding, CT

5K
1 Mile
View details for race The Joyce Allen Great Turkey Escape
Boys & Girls Club of Ridgefield 45th Annual Turkey Trot logo

Boys & Girls Club of Ridgefield 45th Annual Tur...

Ridgefield, CT

5K
1 Mile
View details for race Boys & Girls Club of Ridgefield 45th Annual Turkey Trot
Roxbury Thanksgiving Day Charity Race logo

Roxbury Thanksgiving Day Charity Race

Roxbury, CT

5K
View details for race Roxbury Thanksgiving Day Charity Race
Commodore Hull Thanksgiving Day 5k Road Race logo

Commodore Hull Thanksgiving Day 5k Road Race

Shelton, CT

5K
View details for race Commodore Hull Thanksgiving Day 5k Road Race
2026 Southbury Turkey Trot 5K & Kids Fun Run logo

2026 Southbury Turkey Trot 5K & Kids Fun Run

Southbury, CT

5K
Fast
View details for race 2026 Southbury Turkey Trot 5K & Kids Fun Run
The Cold SpringTurkey Trot logo

The Cold SpringTurkey Trot

Cold Spring, NY

5K
View details for race The Cold SpringTurkey Trot
Family of New Paltz 5K Turkey Trot logo

Family of New Paltz 5K Turkey Trot

New Paltz, NY

5K
View details for race Family of New Paltz 5K Turkey Trot
Rhinebeck Ferncliff Forest 5k Turkey Trot logo

Rhinebeck Ferncliff Forest 5k Turkey Trot

Rhinebeck, NY

5K
View details for race Rhinebeck Ferncliff Forest 5k Turkey Trot
Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics logo

Westchester Turkey Trot 10K & 5K presented by N...

Valhalla, NY

5K
10K
View details for race Westchester Turkey Trot 10K & 5K presented by Northwell Orthopedics
Bloodline Turkey Trot logo

Bloodline Turkey Trot

Warwick, NY

5K
View details for race Bloodline Turkey Trot
2026 Woodstock Turkey Trot logo

2026 Woodstock Turkey Trot

Woodstock, NY

5K
Fast
View details for race 2026 Woodstock Turkey Trot

Fri, Nov 271 race

Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run logo

Darien Depot Overstuffed Turkey Trot 5K and 1 M...

Darien, CT

5K
1 Mile
Trail
View details for race Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run

Sat, Nov 283 races

Fleet Feet Poughkeepsie's 2026 Grateful Gallop 5K to Benefit Dutchess Outreach logo

Fleet Feet Poughkeepsie's 2026 Grateful Gallop ...

Lagrangeville, NY

5K
View details for race Fleet Feet Poughkeepsie's 2026 Grateful Gallop 5K to Benefit Dutchess Outreach
Run Santa Run logo

Run Santa Run

New Milford, CT

5K
View details for race Run Santa Run
Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot logo

Greenwich Alliance Turkey Trot 5K, 1 Mile & Min...

Greenwich, CT

5K
1 Mile
View details for race Greenwich Alliance Turkey Trot 5K, 1 Mile & Mini-Trot

Sat, Dec 55 races

Santa Made Me Do It logo

Santa Made Me Do It

Bethlehem, CT

5K
View details for race Santa Made Me Do It

Frosty Falcon 5K

Bristol, CT

5K
1 Mile
Fast
View details for race Frosty Falcon 5K
12th Annual Tinsel Trot 5k Fun Run logo

12th Annual Tinsel Trot 5k Fun Run

Rock Hill, NY

5K
View details for race 12th Annual Tinsel Trot 5k Fun Run
2026 NIA Jingle Bell Run - 38th Annual logo

2026 NIA Jingle Bell Run - 38th Annual

Trumbull, CT

5K
1 Mile
View details for race 2026 NIA Jingle Bell Run - 38th Annual
Joel Barlow 5K Reindeer Run logo

Joel Barlow 5K Reindeer Run

Redding, CT

5K
View details for race Joel Barlow 5K Reindeer Run

Sun, Dec 62 races

YMCA 43rd Annual Reindeer Ramble logo

YMCA 43rd Annual Reindeer Ramble

Kingston, NY

5K
View details for race YMCA 43rd Annual Reindeer Ramble
Fleet Feet Poughkeepsie's 2026 Ugly Sweater Run logo

Fleet Feet Poughkeepsie's 2026 Ugly Sweater Run

Poughkeepsie, NY

5K
View details for race Fleet Feet Poughkeepsie's 2026 Ugly Sweater Run

Sat, Dec 122 races

2026 Norwalk Jingle Bell 5K logo

2026 Norwalk Jingle Bell 5K

Norwalk, CT

5K
View details for race 2026 Norwalk Jingle Bell 5K
2026 Jingle Bell Run - Westchester, NY logo

2026 Jingle Bell Run - Westchester, NY

Purchase, NY

5K
View details for race 2026 Jingle Bell Run - Westchester, NY

Sun, Dec 131 race

Feeding 500 Holiday Hustle logo

Feeding 500 Holiday Hustle

Wilton, CT

5K
View details for race Feeding 500 Holiday Hustle

Sat, Dec 191 race

New Canaan Santa Run logo

New Canaan Santa Run

New Canaan, CT

5K
1 Mile
Trail
View details for race New Canaan Santa Run

Sun, Dec 271 race

Snowflake 5K Run/Walk - Nyack Community Ambulance Corps logo

Snowflake 5K Run/Walk - Nyack Community Ambulan...

Nyack, NY

5K
View details for race Snowflake 5K Run/Walk - Nyack Community Ambulance Corps
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